185614-95-3Relevant articles and documents
An aluminum(III) picket fence phthalocyanine-based heterogeneous catalyst for ring-expansion carbonylation of epoxides
Jiang, Jianwei,Yoon, Sungho
, p. 6120 - 6125 (2019)
An effective heterogeneous catalyst for ring-expansion carbonylation of epoxides may have additional advantages over the homogeneous counterpart in terms of facile product separation and recyclability. A new Al(iii) picket fence phthalocyanine complex was synthesized and directly knitted using the Friedel-Crafts reaction to prepare a solid porous network, which was ultimately used to immobilize [Co(CO)4]- ions. The resulting heterogeneous catalyst, [Lewis acid]+[Co(CO)4]-, efficiently catalyzes the conversion of various epoxides into the corresponding β-lactones with high selectivity (99%) and stoichiometric conversion under mild reaction conditions, along with good functional group tolerance.
Chromium(III) octaethylporphyrinato tetracarbonylcobaltate: A highly active, selective, and versatile catalyst for epoxide carbonylation
Schmidt, Joseph A. R.,Lobkovsky, Emil B.,Coates, Geoffrey W.
, p. 11426 - 11435 (2005)
The development of a highly active and selective porphyrin-based epoxide carbonylation catalyst, [(OEP)Cr(THF)2][Co(CO)4] (1; OEP = octaethylporphyrinato; THF = tetrahydrofuran), is detailed. Complex 1 is a separated ion pair compose
A new multicomponent reaction catalyzed by a [Lewis acid] +[Co(CO)4]- catalyst: Stereospecific synthesis of 1,3-oxazinane-2,4-diones from epoxides, isocyanates, and CO
Church, Tamara L.,Byrne, Christopher M.,Lobkovsky, Emil B.,Coates, Geoffrey W.
, p. 8156 - 8162 (2008/02/08)
The use of mechanistic information to develop a new, catalytic multicomponent reaction is described. The complex [(salph)AI(THF) 2]+[Co(CO)4]- (1, salph = N,N′-o-phenylenebis(3,5-di-tert-butyl-salicylideneimine), THF = tetrahydrofuran), which is known to carbonylate epoxides, aziridines, and β-lactones, was used to catalyze the synthesis of 1,3-oxazinane-2,4-diones from epoxides, isocyanates, and CO. Under optimized conditions, the reaction was both selective and high-yielding. 1,3-Oxazinane-2,4-diones were synthesized from a variety of epoxides and isocyanates, including some epoxides that do not undergo simple ring-expansion carbonylation. The best results were obtained using highly electrophilic isocyanates. The mechanism of the multicomponent reaction was investigated using labeling and stereochemistry, and the data obtained were consistent with the 1-catalyzed formation of β-lactone and 1,3-oxazinane-2,4-dione from a common intermediate.
